1159987-41-3

Basic information

• Product Name: (S)-6-chloro-2-phenyl-1,2,3,4-tetrahydroquinoline
• Synonyms: (S)-6-chloro-2-phenyl-1,2,3,4-tetrahydroquinoline
• CAS NO: 1159987-41-3
• Molecular Weight: 243.736
• Mol File: 1159987-41-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (S)-6-chloro-2-phenyl-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-6-chloro-2-phenyl-1,2,3,4-tetrahydroquinoline(1159987-41-3)
• EPA Substance Registry System: (S)-6-chloro-2-phenyl-1,2,3,4-tetrahydroquinoline(1159987-41-3)

Safety Data

• Hazardous Substances Data: 1159987-41-3(Hazardous Substances Data)

Upstream product

• 1159987-32-2 4-chloro-2-(3-phenylprop-2-ynyl)aniline 
• 6628-86-0 5-chloro-2-nitrobenzaldehyde 
• 98-86-2 acetophenone 
• 60301-56-6 6-chloro-2-phenylquinoline 
• 20028-53-9 2-amino-5-chlorobenzaldehyde 
• 536-74-3 phenylacetylene 
• 1451011-99-6 C₁₅H₁₂ClNO 

Relevant articles and documents

Enantioselective Synthesis of Tetrahydroquinolines via One-Pot Cascade Biomimetic Reduction?

A novel and efficient protocol for the synthesis of chiral tetrahydroquinoline derivatives with excellent enantioselectivities and high yields has been developed through one-pot cascade biomimetic reduction. The detailed reaction pathway includes the acid-catalyzed and ruthenium-catalyzed formation of aromatic quinoline intermediates and biomimetic asymmetric reduction.

Enantioselective Synthesis of Tetrahydroquinolines from 2-Aminochalcones via a Consecutive One-Pot Reaction Catalyzed by Chiral Phosphoric Acid

A new asymmetric protocol for the synthesis of chiral tetrahydroquinolines from 2-aminochalcones via a two-step one-pot consecutive process (cyclization/asymmetric reduction) has been developed using chiral phosphoric acid as the sole catalyst. 2-Aminochalcones were converted into the corresponding quinolines through chiral phosphoric acid-catalyzed dehydrative cyclization, and the resultant quinolines were subsequently reduced to the chiral tetrahydroquinolines via chiral phosphoric acid-catalyzed asymmetric reduction with Hantzsch ester. Various 2-aminochalcones could be applicable to this protocol, and the desired tetrahydroquinolines were obtained in excellent yields and with excellent enantioselectivities. Furthermore, the utility of this protocol has been successfully demonstrated in the highly efficient synthesis of estrogen receptor modulator.

A combined continuous microflow photochemistry and asymmetric organocatalysis approach for the enantioselective synthesis of tetrahydroquinolines

A continuous-flow asymmetric organocatalytic photocyclization-transfer hydrogenation cascade reaction has been developed. The new protocol allows the synthesis of tetrahydroquinolines from readily available 2-aminochalcones using a combination of photochemistry and asymmetric Bronsted acid catalysis. The photocylization and subsequent reduction was performed with catalytic amount of chiral BINOL derived phosphoric acid diester and Hantzsch dihydropyridine as hydrogen source providing the desired products in good yields and with excellent enantioselectivities.